Dimethylamine → HCID 59421826, compound

HRID 499919Notes

Reaction equation

HRID 499919 reaction equation
Cl[CH2:2][CH2:3][NH:4][C:5]([C:7]1[N:8]([CH2:24][C:25]2[CH:30]=[CH:29][C:28]([C:31]([F:34])([F:33])[F:32])=[CH:27][CH:26]=2)[CH:9]=[C:10]([NH:12][C:13]([NH:15][C:16]2[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][C:17]=2[CH3:23])=[O:14])[N:11]=1)=[O:6].[I-].[Na+].[CH3:37][NH:38][CH3:39]>C1COCC1>[Cl:22][C:19]1[CH:20]=[CH:21][C:16]([NH:15][C:13]([NH:12][C:10]2[N:11]=[C:7]([C:5]([NH:4][CH2:3][CH2:2][N:38]([CH3:39])[CH3:37])=[O:6])[N:8]([CH2:24][C:25]3[CH:26]=[CH:27][C:28]([C:31]([F:32])([F:34])[F:33])=[CH:29][CH:30]=3)[CH:9]=2)=[O:14])=[C:17]([CH3:23])[CH:18]=1

Participants

5

Reactant 3

HCID 674DimethylamineHCID 5238Sodium IodideHCID 59421926HCID 59421926, compound

Product 1

HCID 59421826HCID 59421826, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
55 °C

Procedure

25.7 mg (0.05 mmol) of N-(2-chloroethyl)-4-({[(4-chloro-2-methylphenyl)amino]carbonyl}amino)-1-[4-(trifluoromethyl)benzyl]-1H-imidazole-2-carboxamide (Example 21A) are dissolved in 200 μl of a 2 molar solution of dimethylamine in THF, and 7.5 mg (0.05 mmol) of sodium iodide are added. The reaction mixture is stirred in a tightly closed reaction vessel at 55° C. for 16 h. The reaction solution is then evaporated in vacuo, and the residue from evaporation is dissolved in DMSO, filtered and purified by preparative HPLC (Method 10).

Workup

  1. additionare added
  2. customThe reaction solution is then evaporated in vacuo
  3. customthe residue from evaporation
  4. dissolutionis dissolved in DMSO
  5. filtrationfiltered
  6. custompurified by preparative HPLC (Method 10)

Sources & evidence

ORD record
ord-947a72e1f79f4ad9bcabafa1191b4d3e
Source dataset
uspto-grants-2010_08
Patent number
US07767704B2

Reaction notes

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